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Growing the Fastest Calendar SaaS to Thousands of Users
B2BSaaSYCcalendarcase-studyinterviewonboardingproductivityremote-workretention
TL;DR: John Li and Mike met at Berkeley, built two companies before Vimcal, and came up with the calendar idea while struggling to schedule 30+ investor meetings per week during fundraising. They spent 6 months building the first version. They launched through the YC internal forum and grew through word-of-mouth. They borrowed a tactic from Superhuman: requiring a 30-minute onboarding call for every new user. From January 2020 to October 2021, they onboarded thousands of users this way. Significant signup upticks came from Twitter shoutouts. A daily tutorial email series doubled retention overnight.
Key Insights
- Requiring 30-minute onboarding calls for every new user builds deep product understanding and user connection
- Every employee personally onboarding 100+ users makes customer insight part of company DNA
- Daily tutorial emails in the first few days after signup doubled retention overnight
- Twitter shoutouts from tech/VC community drive significant signup spikes for productivity tools
Actionable Takeaways
- Require personal onboarding calls for early users to watch them use the product for the first time
- Send tutorial emails daily for the first few days after signup to prevent users from forgetting your product
- Show the magic moment of your product before users even get into it — on your website, Twitter, etc.
- Make every team member do customer support to keep user empathy high
Principles Validated (2)
Read full article on failory.comAdded Feb 15, 2026